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CHEBI:79266 - bhos#32

ChEBI IDCHEBI:79266
ChEBI Namebhos#32
Stars
DefinitionAn ω-hydroxy fatty acid ascaroside that is oscr#32 in which the pro-R hydrogen β to the carboxy group is replaced by a hydroxy group. It is a metabolite of the nematode Caenorhabditis elegans.
Last Modified25 July 2014
SubmitterGareth Owen
DownloadsMolfile
FormulaC24H46O7
Net Charge0
Average Mass446.625
Monoisotopic Mass446.32435
SMILESC[C@@H]1O[C@@H](OCCCCCCCCCCCCCCC[C@@H](O)CC(=O)O)[C@H](O)C[C@H]1O
InChIInChI=1S/C24H46O7/c1-19-21(26)18-22(27)24(31-19)30-16-14-12-10-8-6-4-2-3-5-7-9-11-13-15-20(25)17-23(28)29/h19-22,24-27H,2-18H2,1H3,(H,28,29)/t19-,20+,21+,22+,24+/m0/s1
InChIKeyPLOMOPYTWRTKLB-YWCCWUOUSA-N
Species of MetaboliteComponentSourceComments
Caenorhabditis elegans (ncbitaxon:6239) - PubMed (22239548) Detected in dhs-28(hj8), daf-22(ok693), and maoc-1(hj13) mutant worms.
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
Caenorhabditis elegans metabolite  A nematode metabolite produced by Caenorhabditis elegans.
semiochemical  A molecular messenger released by an organism that affects the behaviour within or between species.
ChEBI Ontology
Outgoing Relation(s)
bhos#32 (CHEBI:79266) has functional parent (3R)-3,18-dihydroxyoctadecanoic acid (CHEBI:79290)
bhos#32 (CHEBI:79266) has functional parent oscr#32 (CHEBI:79154)
bhos#32 (CHEBI:79266) has role Caenorhabditis elegans metabolite (CHEBI:78804)
bhos#32 (CHEBI:79266) is a 3-hydroxy carboxylic acid (CHEBI:61355)
bhos#32 (CHEBI:79266) is a monocarboxylic acid (CHEBI:25384)
bhos#32 (CHEBI:79266) is a ω-hydroxy fatty acid ascaroside (CHEBI:79204)
bhos#32 (CHEBI:79266) is conjugate acid of bhos#32(1-) (CHEBI:139811)
Incoming Relation(s)
bhos#32(1-) (CHEBI:139811) is conjugate base of bhos#32 (CHEBI:79266)
IUPAC Name 
(3R)-18-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxyoctadecanoic acid
Synonyms  Source
3R-hydroxy-18-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-octadecanoic acidSMID
3R-hydroxy-18-(3'R,5'R-dihydroxy-6'S-methyl-(2H)-tetrahydropyran-2'-yloxy)-stearic acidChEBI
(3R)-18-[(3,6-dideoxy-α-L-arabino-hexopyranosyl)oxy]-3-hydroxystearic acidChemIDplus
Manual XrefsDatabases
bhos%2332SMID
Registry NumbersSources
Reaxys:22233500Reaxys
CAS:1413439-62-9SMID
Citations